HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 859059Generated: October 30, 2026
Sodium Carbonate → HCID 58759725, compound
https://huagongshe.com/reaction/859059
Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Sodium Carbonate | HCID 10340 | — |
| Reactant | Tert-butyl 4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1,2,3,6-tetrahydropyridine-1-carboxylate | HCID 4642098 | — |
| Reactant | HCID 21865124 | HCID 21865124 | — |
| Catalyst | HCID 178418476 | HCID 178418476 | — |
| Solvent | Dimethoxyethane ethanol water | HCID 86587095 | — |
| Product | HCID 58759725 | HCID 58759725 | — |
Reaction Steps
A mixture of 4-(6-iodo-pyrimidin-4-yloxy)-benzothiazol-2-ylamine, (Example 129(b)), (200 mg, 0.54 mmol), 1,1-dimethylethyl 4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-3,6-dihydro-1(2H)-pyridinecarboxylate (200 mg, 0.65 mmol, prepared according Eastwood, P. R. Tetrahedron Lett. 2000, 41, 3705–3708), PdCl2(PPh3)2 (38 mg, 0.050 mmol, Aldrich), and Na2CO3 (86 mg, 0.81 mmol) in DME/EtOH/H2O (2:1:2, 2.0 mL) was stirred and heated by microwave synthesizer at 120° C. for 15 min. The reaction mixture was concentrated in vacuum to dryness. Purification by silica gel chromatography (gradient: 0% to 5.0% MeOH/CH2Cl2) provided the title compound as a light-yellow solid. Mp: 188° C. (decomp.). MS (ESI, pos. ion) m/z: 426 (M+1).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US07148221B2 |
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| Source dataset | uspto-grants-2006_12 |
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| ORD ID | ord-5c59d5b3b00a482895c066831bfa291b |
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| Source note | uspto-grants-2006_12 |
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